Cheap Flights from San José (SJO) to Chicago (ORD) from HK$2,303~

View HK$2,303 flight on Fri, 13 Feb 2026Opens in a new window

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Chicago O'Hare Intl. Airport (ORD)

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Find Cheap Flights from San José (SJO) to Chicago (ORD)

Prices were available within the past 7 days and start at HK$2,303 for one-way flights and HK$5,185 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$5,185 Return, found 3 days ago
HK$5,185
Return
found 3 days ago
Select Delta flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$5,185 found 3 days ago
Delta
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$5,615 Return, found 3 days ago
HK$5,615
Return
found 3 days ago
Select Delta flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$5,615 found 3 days ago
American Airlines
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$5,639 Return, found 3 days ago
HK$5,639
Return
found 3 days ago
Select American Airlines flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$5,639 found 3 days ago
United
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$5,712 Return, found 3 days ago
HK$5,712
Return
found 3 days ago
Select United flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$5,712 found 3 days ago
United
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$5,851 Return, found 3 days ago
HK$5,851
Return
found 3 days ago
Select United flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$5,851 found 3 days ago
American Airlines
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$6,069 Return, found 3 days ago
HK$6,069
Return
found 3 days ago
Select American Airlines flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$6,069 found 3 days ago
Delta
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$6,095 Return, found 3 days ago
HK$6,095
Return
found 3 days ago
Select Delta flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$6,095 found 3 days ago
United
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$6,107 Return, found 3 days ago
HK$6,107
Return
found 3 days ago
Select United flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$6,107 found 3 days ago
Copa
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$6,224 Return, found 3 days ago
HK$6,224
Return
found 3 days ago
Select Copa flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$6,224 found 3 days ago
avianca
Wed, 1 Apr - Sun, 5 Apr
SJO
San José
ORD
Chicago
HK$6,284 Return, found 3 days ago
HK$6,284
Return
found 3 days ago
Select avianca flight, departing Wed, 1 Apr from San José to Chicago, returning Sun, 5 Apr, priced at HK$6,284 found 3 days ago

Find the cheapest month to fly from San José (SJO) to Chicago (ORD)

October is typically the cheapest month to fly

From HK$1,315 - HK$3,085 per traveller.
San José to Chicago route information
Origin airport
Juan Santamaría Intl.
Destination airport
O'Hare Intl.
Return price
HK$5,185
Distance
3553 km
Average flight time
6 hours 9 mins

Flights from San José to Chicago

Book cheap flights from San José (SJO) to Chicago (ORD) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from San José (SJO) to Chicago (ORD) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your San José (SJO) to Chicago (ORD) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Chicago flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Chicago and things to do in Chicago for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$2,303 now!

 

Frequently asked questions

How much is a flight from Juan Santamaria Intl. Airport to O'Hare Airport?
Start packing your suitcase, because round-trip journeys from Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) start from HK$5,185. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can go up quickly, so book now to get the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Juan Santamaria Intl. Airport (SJO) to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from SJO to O'Hare Intl. Airport (ORD)?
The flight distance between SJO (SJO) and ORD (ORD) is 3,600 kilometers. Work your way through your travel song playlist or bury your nose in a book and the journey will zip on by.
Which airlines fly direct from SJO to ORD?
If you want to travel straight from Juan Santamaria Intl. Airport to O'Hare Airport, you'll need to book a flight with one or more stops. Unfortunately, there are no airlines that fly directly on this route.
Are Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Juan Santamaria Intl. Airport (SJO) to ORD can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out entirely! If you'd rather start your trip planning early on, Expedia compares flight deals up to a year in advance. Just remember that not all airlines list their prices that far in advance. Our suggestion? Check back often as updates are made regularly.

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